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Butyryl chloride → HCID 21914106, 화합물

HRID 887933
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HRID 887933 반응식
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH:5]1[C:13](=[NH:16])[NH:14][OH:15])(=[O:3])[CH3:2].[C:17](Cl)(=O)[CH2:18][CH2:19][CH3:20]>N1C=CC=CC=1>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH:5]1[C:13]1[N:16]=[C:17]([CH2:18][CH2:19][CH3:20])[O:15][N:14]=1)(=[O:3])[CH3:2]
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참가 물질

4

반응물 2

HCID 8855Butyryl chlorideHCID 178473715HCID 178473715, 화합물

생성물 1

HCID 21914106HCID 21914106, 화합물

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A mixture of intermediate (14) (0.00898 mole) and butanoyl chloride (0.0094 mole) in pyridine (140 ml) was stirred at room temperature for 40 hours and then heated to reflux. After 21 hours the reaction was cooled and concentrated in vacuo. The residue was extracted between DCM and saturated aqueous NaHCO3 and the organic fraction was dried over Na2SO4, filtered, and concentrated. The residue was subjected to silica gel flash column chromatography (eluent 100% CH2Cl2 to 95/5 CH2Cl2/ether), yielding 1-acetyl-2,3-dihydro-2-(5-propyl-1,2,4-oxadiazol-3-yl)-1H-indole (compound 89, mp. 93-94° C.).

후처리

  1. temperatureheated to reflux
  2. temperatureAfter 21 hours the reaction was cooled
  3. concentrationconcentrated in vacuo
  4. extractionThe residue was extracted between DCM and saturated aqueous NaHCO3
  5. dry with materialthe organic fraction was dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-de2b6d1b8f7e4f14b728091b86111b6e
출처 데이터셋
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08247432B2

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